反応 #302852

反応方程式

compound 9

6-(tributylstannyl)-4′-dimethylaminoflavone

iodine

sodium bisulfite

→

compound 11

6-iodo-4′-dimethylaminoflavone

溶媒

chloroform

chloroform

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   その他The obtained mixture was reacted at room temperature for 30 minutes
3. 3
   その他so as to terminate
4. 4
   その他the reaction
5. 5
   その他The chloroform layer was separated
6. 6
   乾燥it was then dried over sodium sulfate
7. 7
   workup.DISTILLATIONThereafter, the solvent was distilled away under reduced pressure

実験手順

A chloroform solution of iodine (1 ml, 1 M) was added to a chloroform solution (5 ml) that contained compound 9 (30 mg, 0.054 mmol) at room temperature. The obtained mixture was reacted at room temperature for 30 minutes, and a saturated sodium bisulfite aqueous solution (5 ml) was then added thereto, so as to terminate the reaction. The chloroform layer was separated, and it was then dried over sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure, and the residue was then subjected to silica gel column chromatography using ethyl acetate/hexane (1/9) as an elution solvent, so as to obtain a product of interest, 6-iodo-4′-dimethylaminoflavone (compound 11). Yield: 10 mg (yield constant: 47.3%) 1H NMR (300 MHz, CDCl3) δ8.54 (s, 1H), 7.92 (d, J=9.0 Hz, 1H), 7.81 (d, J=9.0 Hz, 2H), 7.29 (d, J=9.0 Hz, 1H), 6.71-6.80 (m, 3H), 3.09 (s, 6H). MS m/z 392 (MH+).

出典